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What we like most
  • Panoramic views of the Tuscan countryside
  • Elegant interiors
  • Private pool and garden
Insider's Knowledge
  • Located near the historic town of Arezzo, renowned for its medieval architecture
  • Visiting during the grape harvest season allows guests to experience local wine-making traditions
  • Local market produce
Places close by
  • Arezzo (15 min)
  • Cortona (30 min)
  • Florence (1 hr)


Welcome Montosca a ten-bedroom charming villa in Chianti, Tuscany, Italy.

Montosca is a luxurious vacation rental in Tuscany, Italy, perfect for those seeking an elegant and serene retreat in the heart of the renowned Chianti region. This beautifully restored property seamlessly blends traditional Tuscan architecture with modern comforts, offering guests an unforgettable Italian experience.

Villa Montosca features ten exquisitely designed bedrooms, each offering a unique blend of classic charm and contemporary luxury. The spacious master suite boasts a king-size bed, an en-suite bathroom, and breathtaking views of the surrounding countryside. The additional bedrooms are equally well-appointed, with a mix of King and twin beds, ensuring ample space and privacy for all guests. Each room is tastefully decorated, incorporating traditional Tuscan elements such as exposed wooden beams and terracotta floors, complemented by modern amenities.

Bedroom 1:King Bedroom (bed size 170 cm x 200 cm) with ensuite bathroom with shower.
Bedroom 2:King Bedroom (bed size 180 cm x 200 cm) with ensuite bathroom with tub and hand-held shower.

Bedroom 3:King Bedroom (bed size 180 cm x 200 cm) with ensuite bathroom with shower
Bedroom 4:King Bedroom (bed size 180 cm x 200 cm) with ensuite bathroom with shower
Bedroom 5:King Bedroom (bed size 180 cm x 200 cm) with ensuite bathroom with shower

Bedroom 6: Twin/King Bedroom (bed size 90 cm x 200 cm each, convertible on request) with ensuite bathroom with shower.
Bedroom 7:King Bedroom (bed size 180 cm x 200) with ensuite bathroom with tub and wall-mounted shower

Bedroom 8:King Bedroom (bed size 180cm x 200 cm) with ensuite bathroom with tub and separate shower

Bedroom 9:King Bedroom (bed size 180 cm x 200 cm) with ensuite bathroom with shower

Bedroom 10:Twin/King Bedroom (bed size 90 cm x 200 cm each, convertible on request) with a private bathroom with shower

All bedrooms have air conditioning and are safe; all bathrooms are provided with hair dryers and toiletries.

In the picturesque Chianti region, Villa Montosca offers the perfect base for exploring the best of Tuscany. The villa is nestled among rolling hills, vineyards, and olive groves, providing a tranquil and scenic setting for a relaxing getaway.

The medieval town of Siena, built across several hills and valleys, is a delightful place to explore on foot due to its car-free historical center. This makes it especially enjoyable for families with kids. Despite its popularity with tourists, Siena maintains a quiet, easygoing atmosphere. The shell-shaped square Il Campo is a must-see attraction, perfect for snapping Instagram photos and enjoying a large gelato. Il Campo is also the venue for the famous horse race, The Palio, held annually on July 2nd and August 16th.

Nearby, visit San Gimignano, renowned for its skyline, and Volterra, famous for its alabaster artifacts. These small fortress cities are within easy driving distance of each other and offer unique attractions. Monteriggioni, a well-preserved medieval walled city built in the 13th century, is a popular destination for tourists, scholars, architects, and archeologists from across Europe due to its historical significance.

For a taste of local cuisine, we recommend dining at Ristorante La Castellina, located in the nearby town of Castellina in Chianti. This charming restaurant offers an authentic Tuscan dining experience, featuring dishes made with locally sourced ingredients and a superb selection of regional wines.

Please read our blog on Tuscany Tours for more ideas on places to visit.

Montosca has a range of top-notch amenities designed to enhance your stay. Key features include:
• Private Swimming Pool: Enjoy a refreshing swim in the villa's private pool, surrounded by lush gardens and stunning views of the Chianti landscape.
• Fully Equipped Kitchen: The spacious kitchen is outfitted with modern appliances and everything you need to prepare delicious meals.
• Outdoor Dining Area: Relish alfresco dining on the terrace, complete with a barbecue grill and ample seating for family and friends.
• Living Spaces: The villa boasts multiple living areas, including a cozy living room with a fireplace and a separate TV room, providing plenty of space to relax and unwind.
• Wi-Fi and Air Conditioning: Stay connected and comfortable with high-speed internet access and air conditioning throughout the property.
• Close Proximity to Attractions: The villa's prime location offers easy access to nearby towns and cities, including Florence, Siena, and San Gimignano, making it an ideal choice for those looking to explore Tuscany's rich cultural heritage.

Whether you are looking for a romantic escape, a family vacation, or a gathering with friends, Villa Montosca in Chianti is an exceptional choice for villa rentals in Tuscany. With its stunning setting, luxurious amenities, and proximity to local attractions, this vacation rental in Italy promises an unforgettable Tuscan experience.

• Utilities, electricity up to 500 kWh, water, gas, air conditioning, and final cleaning
• Daily Continental breakfast
• Daily housekeeping service (5 hr/day – excluding Sun)
• Wi-Fi internet access
• Mid-week bed and bath linen and pool towel change
• Full gardening and pool cleaning service
• Crib and highchair, on request.

• Electricity – over 500 kWh
• Heating to be paid on consumption.
• Cook service—No third-party suppliers are allowed; the villa management and in-house staff will provide the services.
• Food and beverages

• Security Deposit: €2,500 to be held at the agency
• Pets not allowed
• No-smoking property.
• Because of the villa's rural location, Wi-Fi signal strength may vary irregularly.
• Pool open from mid-May until the end of September.
• Due to the dirt road leading to the villa, appropriate cars are recommended.
• The Italian government might require the payment of a Visitor’s Tax (approximately €1.50 – €5.00 per person, per day, depending on the location), which may be applied for the first seven days in the destination. This tax is payable locally in Euro cash.
• Check-in between 4:00 pm – 8:00 pm; Check-out by 10:00 am
All extra services must be paid locally before departure unless otherwise arranged.


Province of Siena, Italy


  • Bedroom(s): 10 ( Sleeps 20 )
    8 King with en-suite, 2 Twin that combines to King
  • Bathroom(s): 10
  • General facilities: Fireplace, Garden, Garden View, Ice Maker, Parking, Private Terrace, Wifi
  • Indoor facilities: Air conditioning, Coffee Maker, Luxury Finishes, TV, Washing Machine
  • Outdoor facilities: Bbq, BBQ Dining Area, Enclosed Garden, Parking, Patio, Private Terrace, Restaurants nearby, Sun Loungers, Sun Umbrellas, Swimming pool
  • Services: Breakfast included, Concierge Service, Daily maid service, Gardener, Linen provided, Pool Person, Towels provided


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  • Personally Inspected Villas
- Nightly rate Weekly Min. Stay Change-over
Rate summary € 2,000 - € 3,000 € 14,000 - € 21,000 7 Nights -
01-Jun-2024 - 27-Sep-2024 € 3,000 € 21,000 7 Nights -
28-Sep-2024 - 25-Oct-2024 € 2,500 € 17,500 7 Nights -
26-Oct-2024 - 20-Dec-2024 € 2,000 € 14,000 7 Nights -
21-Dec-2024 - 04-Jan-2025 € 3,000 € 21,000 7 Nights -

Additional Information

Please enquire for tax rate


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Paul O'Sullivan

Our team know each destination and every villa we feature.

We also offer a personalized and fully complimentary concierge service so every part of your trip will be taken care of ensuring you have a hassle free vacation.

We look forward to hearing from you.

    • Type: Villa
    • Sleeps: 20
    • Bedroom(s): 10
    • Bathroom(s): 10
    • Board: Self Catering
    • Long term rentals: No
    • Pets: No
    • Children: Yes, great for kids
    • Wheelchair: No
    • Eldery or infirm: Not suitable
    • Holiday type: Family